2-Cyano-5-methylbenzenesulfonyl chloride

Base Information

• Chemical Name: 2-Cyano-5-methylbenzenesulfonyl chloride
• CAS No.: 197960-31-9
• Molecular Formula: C8H6 Cl N O2 S
• Molecular Weight: 215.66
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID60381569
• Wikidata: Q82172466
• Mol file: 197960-31-9.mol

Synonyms:2-cyano-5-methylbenzenesulfonyl chloride;197960-31-9;2-Cyano-5-methylbenzene-1-sulfonyl chloride;2-Cyano-5-methylbenzenesulphonyl chloride;2-cyano-5-methyl-benzenesulfonyl Chloride;Benzenesulfonylchloride, 2-cyano-5-methyl-;SCHEMBL744084;DTXSID60381569;ZFQDREVAYVNITB-UHFFFAOYSA-N;XHA96031;MFCD03659720;AKOS007930849;2-cyano-5-methylbenzene-sulfonyl chloride;PS-10873;2-CYANO-5-METHYLphenylsulfonyl CHLORIDE;CS-0449555;FT-0612104;EN300-271089;F84177;A813952;2-cyano-5-methylbenzenesulfonyl chloride, AldrichCPR

Chemical Property of 2-Cyano-5-methylbenzenesulfonyl chloride

Chemical Property:

• Vapor Pressure: 4.86E-06mmHg at 25°C
• Melting Point: 71 °C
• Boiling Point: 382°Cat760mmHg
• Flash Point: 184.9°C
• PSA: 66.31000
• Density: 1.46g/cm³
• LogP: 2.87498
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 214.9807773
• Heavy Atom Count: 13
• Complexity: 324

Purity/Quality:

98%min ^*data from raw suppliers

2-Cyano-5-methylbenzenesulphonylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R34:Causes burns.
• Hazard Codes: C:Corrosive
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R34:Causes burns.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C#N)S(=O)(=O)Cl

Technology Process of 2-Cyano-5-methylbenzenesulfonyl chloride

There total 2 articles about 2-Cyano-5-methylbenzenesulfonyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

C8H6N3(1+)*Cl(1-) → 2-cyano-5-methylbenzene-1-sulfonyl chloride (197960-31-9)

Guidance literature:

With hydrogenchloride; sodium hydrogensulfite; copper(II) sulfate; In water; at 5 - 10 ℃; for 0.5h;

Reference yield: 52.0%

aqueous sodium nitrite + copper(I) sulfate + 5-methyl-2-cyanoaniline (26830-96-6) + sodium hydrogensulfite → 2-cyano-5-methylbenzene-1-sulfonyl chloride (197960-31-9)

Guidance literature:

In hydrogenchloride; dichloromethane; water;

Reference yield: 94.0%

4-(4-methylpiperidin-1-yl)piperidine (116797-02-5) + 2-cyano-5-methylbenzene-1-sulfonyl chloride (197960-31-9) → 4-methyl-2-((4-methyl-[1,4'-bipiperidin]-1'-yl)sulfonyl)benzonitrile

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.jmedchem.9b00532

upstream raw materials:

5-methyl-2-cyanoaniline

Downstream raw materials:

3-(2-cyano-5-methylphenylsulfonyloxy)-5-methylphenol

N-[4-(3-amino-1H-pyrazolo[3,4-b]pyrazin-6-yl)phenyl]-2-cyano-5-methylbenzenesulfonamide

2-cyano-5-methyl-N-[4-(3-methyl-1H-pyrazolo[3,4-b]pyrazin-6-yl)phenyl]benzenesulfonamide

N-[4-(3-amino-1H-pyrazolo[3,4-b]pyrazin-6-yl)phenyl]-2-fluoro-5-methyl-benzenesulfonamide

Refernces

• 1、 -. "AMIDINOHYDRAZONES AS PROTEASE INHIBITORS". . . Retrieved 2008/06/13.